Madilyn St. Clair: Thanks, Boss.
Asher Marks: No sweat. I figured you’d need your own, quiet space to get ready to argue the upcoming hearing in the Schwartz Capital case.
Madilyn St. Clair: Really?
I let out a squeal, and then turn around wondering who heard it. Some other paralegals shoot me annoyed glances, but many of them have headphones on, translating dictation, or they’re too busy typing away to be bothered by my outburst.
I don’t know of any other new associate who would be given such an opportunity. I can’t believe I’ve gone from summarizer of Janice’s deposition transcripts to head arguer at a big dispositive motion hearing for an important client of Asher. And from new, ostracized associate to his mentee.
Cankles and all.
Asher is definitely good for both my professional and personal life. And I know he feels the same about me.
Madilyn St. Clair: Thank you, thank you, thank you, Boss!
Asher Marks: You’re welcome, Madilyn. Anything for you. Also, true to my word I’d like to take you to dinner. At the Alcove tonight at 6:30 pm. I've made reservations.
My entire body tingles with anticipation of an actual date with Asher. I can’t help but think that this means we’re taking things to an entirely new level. I’ve been his pet for a while now, but does he want me to be something more as well?
I’m not sure, but I know that it’s what I want. And I’ve learned from him to go after what I want. No matter how scary or risky it might feel.
Chapter 37 – Madilyn
At 6:30 on the dot I walk into the Alcove and let the host know that I'm there with Asher Marks. It's a fancy restaurant in a resort hotel high up in the mountains, and it took me about half an hour to drive here.
I decide to surprise Asher a little bit. I’m wearing my fishnet stockings— which are thigh-highs and have lace on top of them— and sexy little black dress. Before I left home I topped off my ensemble with a blazer so that I still look professional, yet underneath I'm wearing a new tiny G-string thong with lace and bows and my sexiest push-up bra.
"This way, Madam," the host says, and leads me to Asher.
My face flashes bright red when I see him, and I swear I get weak in the knees.
"Hello there, Mr. Marks," I say, smiling coyly as I take my seat.
“Ms. St. Clair.” He smiles at me in an adorable mix of awkwardness and sweetness. Then he tells the host, "She'll have some of this Chianti."
“How do you know that’s my favorite?” I beam at him.
The host pours the wine into my glass and proceeds to tell us about the specials. This restaurant is so expensive that I've never been here. I can barely understand the names of the foods he's reciting. I figure that's fine, since Asher will probably order my meal for me anyway.
“To us,” Asher says, raising his glass to me.
“To us.”
As we clink our glasses together, a chill runs through me, but it’s the good kind. I like the way he said “us.”
Asher does order for me, as I predicted, but I'm happy with the choice since it's something I would have ordered myself— the filet mignon. It surprises me how well he knows me.
In the middle of dinner, he reaches for my hand across the table, which surprises me, and says, "I need to tell you something. I was very upset with you and that’s why I left.”
“What?”
I swallow the bite of meat in my mouth and look at him in surprise.
“I saw what Jimmy posted on your Facebook page,” he tells me.
“What?”
Now I’m even more surprised.
“You go on my Facebook page? You know about Jimmy? I mean, other than what I’ve told you?”
He glares at me, as if he has the right to be mad at me for being mad at him for doing this stuff. It borders on stalker-like behavior. But I have to admit, it gets me kind of hot. He was obviously more into me than he was even letting on.
“If you haven’t been able to tell, I’m not a man who likes to share.”
He shrugs, and takes a drink of his wine.
He’s got that right. I know he’s a possessive, demanding man. A take charge guy who knows what he wants and goes for it and doesn’t accept anything less. And it’s exactly why I like him. So what am I so upset about?
“It’s not what you think,” I tell him. “And I wish you would have just asked me before running off to the edge of the universe.”
He raises an eyebrow at me.
“Tell me the whole truth.”
“The whole truth is that he came over before you and I ever had sex. It was definitely over when I told you it was.”
I take a breath.
“Well actually…”
“Uh huh,” he says, with a smug look on his face.
God. I hate that he’s right. It was kind of same old same old with Jimmy before Asher left. Perhaps it took him leaving to get me to realize what I needed to do to save any kind of relationship I hoped to have with him. And to save myself.
“Well, I was never very good at breaking it off with him no matter how many times I tried,” I admit. “But I had really tried. He just wasn’t taking the hint very well. But it was before you and I had had sex. And it wasn’t, like, some romantic night at home watching TV like he tried to portray to me on Facebook. I got really mad at him about that. I ended it with him for good this time. I promise.”
I look at him eagerly, begging him to believe me.
“I know,” he says, with a shrug.
“You know?”
I try to think about whether I or anyone else posted anything on Facebook to confirm that it was over.
“I can just tell,” he explains. “I know you.”
He looks me straight in the eyes and I look back at him, knowing that he does know me and loving that about him.
“Well since we’re here talking about other relationships,” I say.
“Oh no,” he says, shaking his head. “You’re the one with the psycho ex posting on your Facebook page.”
“And you’re the one with the wife calling your office,” I shoot back at him.
“What?”
Now it’s his turn to look shocked. I explain to him what happened with the call at his office.
“She would say she’s my wife,” he says. “Just to get at you. But we got divorced over five years ago.”
I look at him and see a mix of pain and defiance on his face. I can tell he’s over her but that the journey to getting there hadn’t been easy.
“You know my tattoo?” he asks. I nod.
“After my ex and I got divorced and everything was finalized, I went to Kathmandu for an extended mountain climbing trip and decided to start over. Rebirth. For myself, for my dreams, for what never was.”
I look at him, knowing that he’ll continue if I don’t press too hard.
“My ex and I went to a lot of different fertility doctors, trying to get pregnant. We never could. They didn’t really know why. She blamed me. Everything was my fault. She became so cruel. I couldn’t take it anymore.”
I nod.
“It’s for the best that we didn’t have a baby,” he says. “I don’t even know if I wanted one.”
He starts to say more but stops. And I start to feel more. I didn’t think I wanted kids before but maybe it was just because I was with Jimmy. With Asher, I feel like the possibilities are endless.
I squeeze his hand.
“I understand. Thank you for telling me.”
“I’m glad we got that cleared out of the way,” he says, and we both breathe a sigh of relief.
“Oh my god.”
I see someone walking in and quickly remove my hand from Asher’s.
“What?” He turns around and sees who I’m looking at. It’s Janice. And she’s looking straight at us.
“Hello, Janice,” he says loudly, nodding in her direction.
She gives a strained smile and says, “Hello Asher. Hello Madilyn.”
“Oh my God.”
I just wish I could die of embarrassment. I know that everyone knows we don’t have a strictly business “relationship” but now it’s going to be quite public.
“Don’t worry about her,” Asher says between his teeth and he flashes her another fake smile. “She’s just jealous. She wanted to be with me way back before I even got with my wife. She’s never gotten over it.”
I can barely suppress my laughter.
“We’re just on a business dinner, discussing preparation for the Schwartz case,” he says. “That’s all she needs to know.”
“Yeah, I always wear fishnet stockings to business dinners with my boss,” I tell him.
I wink at him.
His foot touches mine under the table and I lift mine up in return. It’s like we’re in middle school, playing footsies.
He rubs his leg up against mine and says, "I really do like those pantyhose. It's nice to see you in something different from the normal office wear. And I have a special surprise for you.”
He takes something out of his wallet and flashes it at me. It’s a room key card.
“Really?” I ask, my excitement rising.
"I thought we needed to spend some more time together. We have a big case we have to work long and hard on, after all."
Now it’s his turn to wink, as I know we’re both thinking of what else is long and hard. My heart races at the thought of having a hotel room to ourselves. We've only ever made love at work in his office. Tonight we're taking things to a whole new level. I guess I had expected and hoped for as much— hence the sexy underwear— but I really didn’t know what to expect. To have a room to ourselves is something altogether new and different.
The waiter returns and Asher orders us dessert. He reaches his hand under the table and places it in between my legs. At various points while talking to the waiter about which dessert we should get, he places his fingers under my panties and inserts them into my pussy, which continually becomes wetter and wetter for him. He also rubs my clit. I swear it causes me to squirm a little bit, but if the waiter notices, he doesn't mind. I keep sneaking peeks at the table where Janice has been seated across the room, but she seems to be purposefully trying to not look over in our direction.
“We’ll have the tiramisu,” Asher finally decides.
As the waiter walks away, with a quick flick of his wrist Asher drops the room key card under the table.
"Oh look at that. Oops. I've dropped something. See?"
He holds up an end of the tablecloth and at the same time, with his leg nudges my left leg further apart from my right leg.
Then he raises a mischievous eyebrow and bends down to look under the table. As he does so, he moves my panties away from my pussy, so that it's exposed to him.
“Oh where oh where could I have put it?” he asks.
I can’t believe how brazen he’s being. But I love it. I had never in my life imagined showing my pussy to my boss at a nice restaurant but because it was his idea, I don't even mind. In fact, I'm filled with a strange excitement.
Asher inserts a finger into and out of my pussy several times while he continues to look around under the table for the card.
Then he says, “I see it and it’s on your side of the table. Do you think you could help me out with that?"
I quickly look around but don't see the waiter anywhere in sight, and Janice still isn’t looking in our direction. I duck under the table and crawl towards the key card, my ass sticking up in the air for Asher to see under the table. I pull my skirt up high, so that he can get a good look. My underwear are still over to the side where he had pulled them before fingering me, so that my ass and pussy are naked. As I crawl, however, my panties slide back a bit, almost back into their original place.
"I have your card, Boss," I say sweetly. "It's right under here."
"You'd better return it to me then," Asher says.
I turn so that my ass is facing him again and to my surprise he reaches under the table and pulls my underwear back over to the side and uses the strap to pull me back close to him. Surprised, I sit down with my ass on his shoes, and then, feeling as if this is my cue to do something sexy, rub my ass up and down on his leg.
"You really are a good associate," says Asher, nudging me back up onto all fours with his shoe, and inserting a finger into my pussy as he does. I can't believe how bold he's being— even bolder than he is at the office.
I lean back into his finger and he says, "I can tell you like helping me find my key card and whatever else I need you to do," while he plays with my asshole with his thumb. He is really enjoying himself, having his way with my exposed pussy and ass, and I let him play until he's good and ready to be done. Then he reaches a hand under the table and squeezes my right nipple and then my left. I begin to wish that we were the only people in the restaurant, because I could do this all night.
"You assist in any way possible," Asher says. "And you happily go the extra mile to make your boss happy."
Finally he pinches my ass and lightly slaps my ass as my cue to stand back up. I pull my panties back to their rightful place and pull my skirt back down and then sit back up at the table. I glance around, incredulous that no one noticed this obvious sexual display, but everyone seems to be eating their dinner as normal. The waiter is walking over to us with our dessert, so Asher had told me to get up just in time.
“We need to eat this dessert fast and then have fun with this key card that you so graciously rescued,” Asher says. “I'm so glad it wasn't lost for good."
Chapter 38 – Madilyn
At long last, Asher and I are finally alone. In the elevator from the restaurant floor of the resort to our room, he fingers me repeatedly while kissing my neck and the top of my breasts.
“I’m so happy we get to do this,” I tell him.
When the elevator door opens, Asher picks me up and carries me with my legs around him to our room. He opens the door to a spacious master suite and it's immediately clear that he'd been in here earlier, before meeting me for dinner. There are handcuffs tied to the bedposts, a blindfold, and a scarf.
"Welcome to my lair," he says, and laughs. "I thought you might need to be taught a lesson in here. But you learned it all on your own."
"I still have a lot to learn." I drop down on all fours again and take off his belt and his pants, cradling his big cock as I do. I take off his underwear and put his cock into my mouth.
"Yes you do," he says, pulling my head back by my hair as he fucks my mouth. "You have to get it deeper in there, all the way down, the way I like it."
He takes off my shirt and plays with my nipples while I go down on him. Then he moans and stands me up.
"Playtime is over," he says, his voice low and deep. "And now I get to do what I want with you. You're my pet and I’m your boss. You belong to me and have to do what I say now."
“Yes, Boss,” I tell him, my knees trembling with anticipation.
He pushes me down on the bed and says, "Roll over." I had expected him to tie my wrists up with the handcuffs, but not from behind like this. I’m a little bit scared because I’ve never done anything like this before but I trust him. He puts my left wrist in the handcuffs, and all I can see is the pillow beneath me.
I turn around with my free arm and try to look back at him.
“Let me take charge,” he says, and takes the scarf and ties it around my mouth. "Just lie there and take it like my good little pet. I've seen how dirty and filthy you can be, and I’m claiming you as my own."
He puts the blindfold on me, not that it does much in this position, where I'm already facing only the pillow. Then he ties up my right wrist, and my ankles down at the bottom of the bed, using pieces of the rope that stretch out since my legs don't reach that far.
He takes off my heels, skirt and underwear but leaves my stockings on.
"Do you like being my pet?" he asks, climbing on top of me and laying his whole body on top of mine.
I n
od into the pillow.
Yes, Boss, I think, since I can’t say it.
He sits back and spanks my ass, hard, sure to leave a mark.
"Did you like it when I fingered your pussy in public?"
I nod, and he puts his finger into my pussy again and twists it around.
"And did you like it when I played with your ass in public?"
I nod again, he spanks me and then plays with my ass, his fingers moving around the edges and slightly inside and back out of it.
"Well your boss just can’t help himself, whenever he sees this sweet little ass you have,” he says, putting his finger into my ass and playing with it.
Then he says, "Will you let your boss do whatever he wants to his pet?"
I nod into the pillow, thinking Yes, Boss.
Please, Boss.
More, Boss.
He puts his dick on top of my ass. He spanks my ass with his cock, which feels strangely nice.
"That's my good little pet. I love when you let me do whatever I want. But I want your pussy. Just like when I took your virginity.”
He puts on a condom and then slides his cock into my pussy. It seems to go in easier this time, despite its size and I guess I’m getting used to it. It still hurts a little bit, but I like the pain.
“I love it when my whole cock is in your pussy,” he says. “I'm going to go until I come.”
He pulls out his cock and then puts it into my pussy over and over again, thrusting it into me. It’s exciting to be tied up while he does this, and completely helpless in his arms.
I want to tell him I’m coming, but I can’t so I just moan into the pillow.
"That's a good little pet," he says, slapping my ass a bit more softly, and then pulling my hair. "You're my good little pet, coming for me. And now here I come. I'm coming."
He lifts his cock out of my pussy and yanks off the condom, spraying my back with his cum. He makes a long line up and down my back and ass.
"There you go. That's my pet. I needed to claim you. You’re only mine and no one else’s.”
Two Bad Bosses_An MFM Menage Romance Page 74